Have you downloaded the newest version of Roon from Roon’s download site and tried to manually install it? Also, regarding your AirPlay issue, you may be experiencing a current issue with AirPlay behavior noted here
You may be able get Roon working with AirPlay if you move the progress bar a bit into the track, and then you can restart the track and everything should work as normal.
Another way is to purchase a WiiM Pro or Pro Plus. As above method, setup these in the Roon Remote app. In the WiiM home app, transmit via AirPlay to the devices you want.